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WO2009087032A1 - Composition de nuançage - Google Patents

Composition de nuançage Download PDF

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Publication number
WO2009087032A1
WO2009087032A1 PCT/EP2008/067790 EP2008067790W WO2009087032A1 WO 2009087032 A1 WO2009087032 A1 WO 2009087032A1 EP 2008067790 W EP2008067790 W EP 2008067790W WO 2009087032 A1 WO2009087032 A1 WO 2009087032A1
Authority
WO
WIPO (PCT)
Prior art keywords
dyes
dye
treatment composition
laundry treatment
violet
Prior art date
Application number
PCT/EP2008/067790
Other languages
English (en)
Inventor
Stephen Norman Batchelor
Jayne Michelle Bird
Original Assignee
UNILEVER PLC, a company registered in England and Wales under company no. 41424 of
Unilever N.V.
Hindustan Unilever Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by UNILEVER PLC, a company registered in England and Wales under company no. 41424 of, Unilever N.V., Hindustan Unilever Limited filed Critical UNILEVER PLC, a company registered in England and Wales under company no. 41424 of
Priority to EP20080869575 priority Critical patent/EP2227534B1/fr
Priority to BRPI0821869-2A priority patent/BRPI0821869A2/pt
Priority to CN2008801246406A priority patent/CN101910394B/zh
Priority to AT08869575T priority patent/ATE515558T1/de
Publication of WO2009087032A1 publication Critical patent/WO2009087032A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40—Dyes ; Pigments
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40—Dyes ; Pigments
    • C11D3/42—Brightening agents ; Blueing agents

Definitions

  • the present invention relates to the delivery of dyes to fabrics .
  • Acid dyes have the advantage that they do not build up over multiple washes. However no single acid dye has been found that shows high deposition to cotton and gives a true blue or violet shade to the cloth. Many are too green in colour for optimum shading effects. Additionally many acid dyes that deposit to cotton also deposit on nylon and this leads to overshading of nylon after multiple washes.
  • GB 1 562 421 discloses industrial dying of substrates with Acid blue 117 using glacial acetic acid and perchloroethylene .
  • EP 0 355 575 discloses an aqueous composition comprising a combination of dyes including Acid Violet 11 and Solvent Yellow 2; the composition is intended for preventing polymer scale formation.
  • WO 2005/003275 discloses a treatment composition for laundry shading comprising a surfactant and dye which has a substantively to non-mercerised cotton of at least 8% but has a substantively to nylon of less than 5%.
  • DANSA dyes aminonaptholsulfonic acid coupling components
  • the present invention provides a laundry treatment composition comprising:
  • R is selected from: H; a branched or linear Cl to C7-alkyl chain; CORi wherein Ri is a branched or linear Cl to C7-alkyl chain; and, a -SO 2 Ar group, wherein Ar is phenyl or methyl substituted phenyl group;
  • Y is selected from: NO 2 ; CN; I; Br; Cl; F; H; OCOR 2 ; NHCOR 3 ; R 4 ; R5O; and, NR 6 R7, wherein R 2 , R 3 , R 4 , and R 5 are independently selected from a branched or linear Cl to Cl- alkyl chain and Re and R 7 are independently selected from: H; a branched or linear Cl to C7-alkyl chain that is unsubstituted or is substituted by groups independently selected from: OH; Cl; F; OCOCH 3; COOCH 3 ; OCOC 2 H 5 ; and, COOC 2 H 5 ; and, X is selected from: H; SO 2 N(R 8 )COCH 3 ; SO 2 N (R 8 ) -Ar; and SO 2 -Ar, wherein Ar is an aromatic group and R 8 is H, CH 3 or C 2 H 5 , with the proviso that the Y ring does not carry a negatively charged group or
  • the present invention provides a domestic method of treating a textile, the method comprising the steps of:
  • pigment selected from: pigments, hydrophobic dyes and direct dyes; and, from 0.1 g/L to 3 g/L of a surfactant; and, (ii) Rinsing and drying the textile.
  • the method is conducted where the aqueous solution is 10 to 30 0 C. This aids deposition of the DANSA dye .
  • the aqueous solution contains from 0.3 to 2.5g/L surfactant.
  • the pH of the aqueous solution, provided by a unit dose of the laundry treatment composition is in the range from 2 to
  • the pH of the aqueous solution is in the range from 7 to 11.
  • the DANSA dye is present from 10 ppb to 200 ppb of the dye.
  • the hydrophobic dye is preferably present in the range 10 ppb to 200 ppb.
  • the direct dye is preferably present in the range from 2 ppb to 40 ppb.
  • the pigment is preferably present in the range from 10 ppb to 200 ppb.
  • the aqueous solution has an ionic strength of greater than 0.01 and more preferably greater than 0.05.
  • the invention may also be used to enhance black and blue garments on washing.
  • the present invention also extends to a commercial package comprising the laundry treatment composition together with instructions for its use.
  • Photobleaches may be used in the present invention.
  • Singlet oxygen photo-bleaches may be selected from, water soluble phthalocyanine compounds, particularly metallated phthalocyanine compounds where the metal is Zn or Al-Zl where Zl is a halide, sulphate, nitrate, carboxylate, alkanolate or hydroxyl ion.
  • the phthalocyanin has 1-4 SO3X groups covalently bonded to it where X is an alkali metal or ammonium ion.
  • X alkali metal or ammonium ion
  • the hue angle is measured when the dye or pigment is deposited on white cloth. It is preferred that the hue angle is between 260 and 340°, preferably 270 to 315 °. This hue angles reflects the blue/violet colour that is provided to the cloth thereby imparting a perception of whiteness.
  • the hue angle measurements are taken with UV-excluded.
  • the dyes are preferably added to granular products via the surfactant slurry or via post-dosed granules.
  • the shading dyes are co-granulated.
  • the shading dyes granules contain a non-ionic surfactant or a polyvinylalcohol polymer, a polyethylene glycol or glycerol.
  • AIl dye levels refer to pure dye.
  • the laundry treatment composition may comprise a single DANSA dye or a mixture thereof.
  • preferred DANSA dyes have the following subsituents.
  • R is selected from the group consisting of: H; CH 3 and C2H5, most preferably R is H.
  • Y is para substituted to the azo bond.
  • Y is preferably selected from NO 2 , CN, I, Br, Cl, F, H, OCOR 2 , NHCOR 3 , most preferably Y is NO 2 .
  • R 2 , R3, R 4 , and R 5 are independently selected from CH 3 or C 2 H 5 .
  • X is selected from SO 2 N (C 2 H 5 ) -Ar, SO 2 N (CH 3 ) -Ar, SO 2 -Ar, wherein Ar is phenyl or methyl substituted phenyl group .
  • Preferred DANSA dyes are acid violet 14, acid violet 11 and acid blue 117.
  • the DANSA dye is acid blue 117.
  • the DANSA dye is present in the formulation at levels of 0.00001 to 0.1 wt%, preferably 0.0005 to 0.05 wt%, most preferably 0.001 to 0.006 wt%.
  • the main wash formulation contains further shading dyes selected from hydrophobic dyes, most preferably disperse violet 26, disperse violet 28, disperse violet 77, solvent violet 13 or disperse violet 27. These dyes give benefits to synthetic fibres such as elastane and polyester.
  • the hydrophobic dyes are preferably blue or violet.
  • the hydrophobic dyes when present are preferably present at a level of 0.0001 to 0.1% and most preferably at a level of 0.0005 to 0.005 wt%.
  • the main wash formulation contains further shading dyes selected from direct violet and direct blue dyes.
  • the acid dye provides a shading in the first few washes that is visual and pleasing.
  • the effect of the direct dye only becomes visible after multiple washes and serves to counteract the long term yellowing. In this way, both rejuvenation and whiteness maintenance may be provided to the consumer.
  • DANSA dyes have advantage over triphenylmethane dyes in that they are more stable to high pH.
  • Hydrophobic dyes are defined as organic compounds with a maximum extinction coefficient greater than 1000 L/mol/cm in the wavelength range of 400 to 750 nm and that are uncharged in aqueous solution at a pH in the range from 7 to 11.
  • the hydrophobic dyes are devoid of polar solubilizing groups. In particular the hydrophobic dye does not contain any sulphonic acid, carboxylic acid, or quaternary ammonium groups.
  • the dye chromophore is preferably selected from the group comprising: azo; anthraquinone; phthalocyanine; benzodifuranes ; quinophthalones; azothiophenes; azobenzothioazoles and, triphenylmethane chromophores . Most preferred are azo and anthraquinone dye chromophores.
  • hydrophobic dyes are found in the classes of solvent and disperse dyes.
  • Shading of white garments may be done with any colour depending on consumer preference. Blue and Violet are particularly preferred shades and consequently preferred dyes or mixtures of dyes are ones that give a blue or violet shade on white.
  • suitable solvent and disperse dyes are available. However detailed toxicological studies have shown that a number of such dyes are possible carcinogens, for example disperse blue 1. Such dyes are not preferred. More suitable dyes may be selected from those solvent and disperse dyes used in cosmetics. For example as listed by the European Union in directive 76/768/EEC Annex IV part 1. For example disperse violet 27 and solvent violet 13.
  • Preferred azo hydrophobic dykes for use in the present invention are: Disperse blue 10, 11, 12, 21, 30, 33, 36, 38, 42, 43, 44, 47,79, 79:1, 79:2, 79:3, 82, 85, 88, 90, 94, 96, 100, 101, 102, 106, 106:1, 121, 122, 124, 125, 128, 130, 133, 137, 138, 139, 142, 146, 148, 149, 165, 165:1, 165:2, 165:3, 171, 173, 174, 175, 177, 183, 187, 189, 193, 194, 200, 201, 202, 205, 206, 207, 209, 210, 211, 212, 219, 220, 222, 224, 225, 248, 252, 253, 254, 255, 256, 257, 258, 259, 260, 264, 265, 266, 267, 268, 269, 270, 27
  • Preferred anthraquinone hydrophobic dykes for use in the present invention are: Solvent Violet 11, 13, 14, 15, 15, 26, 28, 29, 30, 31, 32, 33, 34, 26, 37, 38, 40, 41, 42, 45, 48, 59; Solvent Blue 11, 12, 13, 14, 15, 17, 18, 19, 20, 21, 22, 35, 36, 40, 41, 45, 59, 59:1, 63, 65, 68, 69, 78, 90; Disperse Violet 1, 4, 8, 11, 11:1, 14, 15, 17, 22, 26, 27, 28, 29, 34, 35, 36, 38, 41, 44, 46, 47, 51, 56, 57, 59, 60, 61, 62, 64, 65, 67, 68, 70, 71, 72, 78, 79, 81, 83, 84, 85, 87, 89, 105; Disperse Blue 2, 3, 3:2, 8, 9, 13, 13:1, 14,
  • non-azo non-anthraquinone hydrophobic dykes
  • Solvent violet 13 is most preferred.
  • Organic pigments are described in industrial Organic Pigments', Wiley VCH 2004 by W.Herbst and K. Hunger. Dyes are organic chemicals that are soluble in their application medium. Pigments are inorganic or organic particles that are insoluble in their application medium.
  • pigments When pigments are present they are preferably present at levels of 0.0001 to 0.1%, preferably 0.0005 to 0.005 wt%.
  • Inorganic pigments such as pigment blue 29 or pigment pigment violet 15 may be used, however organic pigments are preferred.
  • Preferred pigments are pigment blue 1, 1:2, 1:3, 2, 2:1, 2:2, 3, 4, 5, 7, 9, 10, 10:1, 11, 12, 13, 14, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 18, 19, 20, 21, 22, 23, 25, 26, 27, 28, 29, 30, 31, 32, 34, 35, 36, 56, 57, 58, 59, 60, 61, 61:1, 62, 63, 64, 65, 66, 67, 69, 71, 72, 73, 74, 75, 79, 80, 83 and pigment violet 1, 1:1, 1:2, 2, 3, 3:1, 3:3, 3:4, 5, 5:1, 7:1, 8, 9, 11, 12, 13, 14, 15, 16, 18, 19, 23, 25, 27, 28, 29, 31, 32, 35, 37, 39, 41, 42, 43, 44, 45, 47, 48, 50, 54, 55 and 56.
  • More Preferred organic pigments are pigment violet 1, 1:1,
  • More preferred pigments are pigment violet 3, 13, 23, 27, 37, 39, pigment blue 14, 25, 66 and 75.
  • pigment violet 23 The most preferred is pigment violet 23.
  • a direct violet or direct blue dye When a direct violet or direct blue dye is present it is preferably present at levels of 0.00001 to 0.001%, preferably 0.0005 to 0.0003%.
  • Direct violet and direct blue dyes are preferred.
  • the dye are bis-azo or tris-azo dyes.
  • the carcinogenic benzidene based dyes are not preferred.
  • Bis-azo copper containing dyes such as direct violet 66 may be used.
  • the direct dye is a direct violet of the following structures: R ⁇ 2
  • ring D and E may be independently naphthyl or phenyl as shown;
  • Ri is selected from: hydrogen and Cl-C4-alkyl, preferably hydrogen;
  • R2 is selected from: hydrogen, Cl-C4-alkyl, substituted or unsubstituted phenyl and substituted or unsubstituted naphthyl, preferably phenyl;
  • R3 and R4 are independently selected from: hydrogen and Cl-
  • C4-alkyl preferably hydrogen or methyl
  • Preferred dyes are direct violet 7, direct violet 9, direct violet 11, direct violet 26, direct violet 31, direct violet 35, direct violet 40, direct violet 41, direct violet 51, and direct violet 99.
  • the composition comprises from 2 to 70 wt% of a surfactant, most preferably 10 to 30 wt %.
  • a surfactant most preferably 10 to 30 wt %.
  • the nonionic and anionic surfactants of the surfactant system may be chosen from the surfactants described "Surface Active Agents" Vol. 1, by Schwartz & Perry, Interscience 1949, Vol. 2 by Schwartz, Perry & Berch, Interscience 1958, in the current edition of "McCutcheon ' s Emulsifiers and Detergents” published by Manufacturing Confectioners Company or in "Tenside-Taschenbuch", H. Stache, 2nd Edn., Carl Hauser Verlag, 1981.
  • the surfactants used are saturated.
  • Suitable nonionic detergent compounds which may be used include, in particular, the reaction products of compounds having a hydrophobic group and a reactive hydrogen atom, for example, aliphatic alcohols, acids, amides or alkyl phenols with alkylene oxides, especially ethylene oxide either alone or with propylene oxide.
  • Specific nonionic detergent compounds are Ce to C22 alkyl phenol-ethylene oxide condensates, generally 5 to 25 EO, i.e. 5 to 25 units of ethylene oxide per molecule, and the condensation products of aliphatic Cs to Cis primary or secondary linear or branched alcohols with ethylene oxide, generally 5 to 40 EO.
  • Suitable anionic detergent compounds which may be used are usually water-soluble alkali metal salts of organic sulphates and sulphonates having alkyl radicals containing from about 8 to about 22 carbon atoms, the term alkyl being used to include the alkyl portion of higher acyl radicals.
  • suitable synthetic anionic detergent compounds are sodium and potassium alkyl sulphates, especially those obtained by sulphating higher Cs to Cis alcohols, produced for example from tallow or coconut oil, sodium and potassium alkyl Cg to C20 benzene sulphonates, particularly sodium linear secondary alkyl Cio to Ci 5 benzene sulphonates; and sodium alkyl glyceryl ether sulphates, especially those ethers of the higher alcohols derived from tallow or coconut oil and synthetic alcohols derived from petroleum.
  • the preferred anionic detergent compounds are sodium Cu to Ci 5 alkyl benzene sulphonates and sodium C12 to Cis alkyl sulphates.
  • surfactants such as those described in EP-A-328 177 (Unilever) , which show resistance to salting-out, the alkyl polyglycoside surfactants described in EP-A-070 074, and alkyl monoglycosides .
  • Preferred surfactant systems are mixtures of anionic with nonionic detergent active materials, in particular the groups and examples of anionic and nonionic surfactants pointed out in EP-A-346 995 (Unilever) .
  • surfactant system that is a mixture of an alkali metal salt of a C16 to Cis primary alcohol sulphate together with a C12 to Ci 5 primary alcohol 3 to 7 EO ethoxylate.
  • the nonionic detergent is preferably present in amounts greater than 10%, e.g. 25 to 90 wt % of the surfactant system.
  • Anionic surfactants can be present for example in amounts in the range from about 5% to about 40 wt % of the surfactant system.
  • the surfactant may be a cationic such that the formulation is a fabric conditioner .
  • the present invention When the present invention is used as a fabric conditioner it needs to contain a cationic compound.
  • the quaternary ammonium compound is a quaternary ammonium compound having at least one C12 to C22 alkyl chain.
  • the quaternary ammonium compound has the following formula:
  • R1-N-R3 X I R4 in which R 1 is a C12 to C22 alkyl or alkenyl chain; R 2 , R 3 and R 4 are independently selected from Ci to C 4 alkyl chains and X ⁇ is a compatible anion.
  • a preferred compound of this type is the quaternary ammonium compound cetyl trimethyl quaternary ammonium bromide.
  • a second class of materials for use with the present invention are the quaternary ammonium of the above structure in which R 1 and R 2 are independently selected from C12 to C22 alkyl or alkenyl chain; R 3 and R 4 are independently selected from Ci to C 4 alkyl chains and X ⁇ is a compatible anion.
  • the ratio of cationic to nonionic surfactant is from 1:100 to 50:50, more preferably 1:50 to 20:50.
  • the cationic compound may be present from 1.5 wt % to 50 wt % of the total weight of the composition.
  • the cationic compound may be present from 2 wt % to 25 wt %, a more preferred composition range is from 5 wt % to 20 wt %.
  • the softening material is preferably present in an amount of from 2 to 60% by weight of the total composition, more preferably from 2 to 40%, most preferably from 3 to 30% by weight.
  • the composition optionally comprises a silicone.
  • composition preferably comprises a fluorescent agent
  • Fluorescent agents are well known and many such fluorescent agents are available commercially. Usually, these fluorescent agents are supplied and used in the form of their alkali metal salts, for example, the sodium salts.
  • the total amount of the fluorescent agent or agents used in the composition is generally from 0.005 to 2 wt %, more preferably 0.01 to 0.1 wt %.
  • Preferred classes of fluorescer are: Di-styryl biphenyl compounds, e.g. Tinopal (Trade Mark) CBS-X, Di-amine stilbene di-sulphonic acid compounds, e.g. Tinopal DMS pure Xtra and Blankophor (Trade Mark) HRH, and Pyrazoline compounds, e.g. Blankophor SN.
  • Preferred fluorescers are: sodium 2 (4-styryl-3- sulfophenyl) -2H-napthol [ 1 , 2-d] triazole, disodium 4,4'- bis ⁇ [ (4-anilino-6- (N methyl-N-2 hydroxyethyl) amino 1,3,5- triazin-2-yl) ] amino ⁇ stilbene-2-2 ' disulfonate, disodium 4, 4 ' -bis ⁇ [ (4-anilino-6-morpholino-l, 3,5-triazin-2-yl) ] amino ⁇ stilbene-2-2' disulfonate, and disodium 4, 4 '-bis (2- sulfostyryl) biphenyl .
  • the composition comprises a perfume.
  • the perfume is preferably in the range from 0.001 to 3 wt %, most preferably 0.1 to 1 wt %.
  • CTFA Cosmetic, Toiletry and Fragrance Association
  • the acid dyes used have the following structures
  • Example 1 Acid dyes were tested for shading benefit by separately washing cotton cloth at room temperature, in 1.8g/L of a base washing powder which contained: 18% NaLAS, 73% salts
  • Example 2 The experiment of example 1 was repeated using nylon fabric The results are shown below.
  • Acid black 1, and acid violet 14 show very low deposition to nylon.
  • Acid Violet 128 and acid blue 116 shows strong deposition to nylon.
  • Enzyme levels are given as percent pure enzyme. Levels of direct violet 9, solvent violet 13 and Sulfonated Zn Pthalocyanine photobleach are given as pure dye.
  • NI (7EO) refers to R- (OCH 2 CH 2 ) n OH, where R is an alkyl chain of C12 to C15, and n is 7.
  • the formulations are prepared by adding direct violet 9, acid violet 7 and the Sulfonated Zn Pthalocyanine photobleach into the slurry which is then spray dried. Alternatively, the dyes and photobleach may be added via post-dosed MgSO 4 granules.
  • the solvent violet 13 was dissolved in non-ionic surfactant (7EO) and granulated onto bentonite clay, to give a granule containing 0.2wt% dye. This was post-dosed to the formulation.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Treatment Of Fiber Materials (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

L'invention concerne l'utilisation de colorants monoazoïques dans une composition détergente de lessive.
PCT/EP2008/067790 2008-01-10 2008-12-17 Composition de nuançage WO2009087032A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP20080869575 EP2227534B1 (fr) 2008-01-10 2008-12-17 Composition de nuançage
BRPI0821869-2A BRPI0821869A2 (pt) 2008-01-10 2008-12-17 Composição de tratamento para lavagem de tecidos, e, método doméstico de tratamento de tecidos
CN2008801246406A CN101910394B (zh) 2008-01-10 2008-12-17 调整色光组合物
AT08869575T ATE515558T1 (de) 2008-01-10 2008-12-17 Schattierungszusammensetzung

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP08150142.1 2008-01-10
EP08150142 2008-01-10

Publications (1)

Publication Number Publication Date
WO2009087032A1 true WO2009087032A1 (fr) 2009-07-16

Family

ID=39472551

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2008/067790 WO2009087032A1 (fr) 2008-01-10 2008-12-17 Composition de nuançage

Country Status (7)

Country Link
EP (1) EP2227534B1 (fr)
CN (1) CN101910394B (fr)
AT (1) ATE515558T1 (fr)
BR (1) BRPI0821869A2 (fr)
ES (1) ES2368976T3 (fr)
WO (1) WO2009087032A1 (fr)
ZA (1) ZA201003970B (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011060109A1 (fr) 2009-11-11 2011-05-19 The Procter & Gamble Company Procédé de nettoyage
WO2011011799A3 (fr) * 2010-11-12 2011-10-06 The Procter & Gamble Company Colorants azoïques thiophéniques et compositions de lessive les contenant
WO2011138183A1 (fr) 2010-05-07 2011-11-10 Basf Se Colorants et mélanges pour effectuer un nuançage pendant une lessive
US8979946B2 (en) 2010-11-12 2015-03-17 The Procter & Gamble Company Thiophene azo dyes and laundry care compositions containing the same
CN105087183A (zh) * 2010-11-12 2015-11-25 宝洁公司 噻吩偶氮染料和包含它们的衣物洗涤护理组合物

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2899260A1 (fr) 2014-01-22 2015-07-29 Unilever PLC Procédé de préparation d'une formulation de détergent liquide

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005003275A1 (fr) * 2003-06-18 2005-01-13 Unilever Plc Compositions de traitement pour blanchisserie
WO2006045375A1 (fr) * 2004-09-23 2006-05-04 Unilever Plc Compositions de traitement de linge

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0421145D0 (en) * 2004-09-23 2004-10-27 Unilever Plc Laundry treatment compositions
CN101056970A (zh) * 2004-11-19 2007-10-17 宝洁公司 酸性衣物洗涤剂组合物

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005003275A1 (fr) * 2003-06-18 2005-01-13 Unilever Plc Compositions de traitement pour blanchisserie
WO2006045375A1 (fr) * 2004-09-23 2006-05-04 Unilever Plc Compositions de traitement de linge

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011060109A1 (fr) 2009-11-11 2011-05-19 The Procter & Gamble Company Procédé de nettoyage
WO2011138183A1 (fr) 2010-05-07 2011-11-10 Basf Se Colorants et mélanges pour effectuer un nuançage pendant une lessive
JP2015227528A (ja) * 2010-05-07 2015-12-17 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 洗濯時の遮光のための染料および混合物
WO2011011799A3 (fr) * 2010-11-12 2011-10-06 The Procter & Gamble Company Colorants azoïques thiophéniques et compositions de lessive les contenant
CN103210073A (zh) * 2010-11-12 2013-07-17 宝洁公司 噻吩偶氮染料和包含它们的衣物洗涤护理组合物
US8979946B2 (en) 2010-11-12 2015-03-17 The Procter & Gamble Company Thiophene azo dyes and laundry care compositions containing the same
CN105087183A (zh) * 2010-11-12 2015-11-25 宝洁公司 噻吩偶氮染料和包含它们的衣物洗涤护理组合物
CN103210073B (zh) * 2010-11-12 2016-06-08 宝洁公司 噻吩偶氮染料和包含它们的衣物洗涤护理组合物
US9487740B2 (en) 2010-11-12 2016-11-08 The Procter & Gamble Company Thiophene azo dyes and laundry care compositions containing the same
US9856439B2 (en) 2010-11-12 2018-01-02 The Procter & Gamble Company Thiophene azo dyes and laundry care compositions containing the same
US10435651B2 (en) 2010-11-12 2019-10-08 The Procter & Gamble Company Thiophene azo dyes and laundry care compositions containing the same
US10655091B2 (en) 2010-11-12 2020-05-19 The Procter & Gamble Company Thiophene azo dyes and laundry care compositions containing the same

Also Published As

Publication number Publication date
ZA201003970B (en) 2011-09-28
CN101910394B (zh) 2012-06-27
BRPI0821869A2 (pt) 2015-07-28
CN101910394A (zh) 2010-12-08
ATE515558T1 (de) 2011-07-15
EP2227534B1 (fr) 2011-07-06
EP2227534A1 (fr) 2010-09-15
ES2368976T3 (es) 2011-11-24

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